Bisfischoids A and B, dimeric ent-abietane-type diterpenoids with anti-inflammatory potential from Euphorbia fischeriana Steud.

Highly Oxygenated Dimeric Grayanane Diterpenoids as Analgesics: TRPV1 and TRPA1 Dual Antagonists from Rhododendron molle

“…[ 1 ] Dimeric diterpenoids are relatively rare in nature and were mainly reported from higher plants of Acanthaceae, [ 2 ] Annonaceae, [ 3 ] Asteraceae, [ 4 ] Calceolariaceae, [ 5 ] Chrysobalanaceae, [ 6 ] Cupressaceae, [ 7 ] Ebenaceae, [ 8 ] Ericaceae, [ 9 ] Euphorbiaceae, [ 10 ] Fabaceae, [ 11 ] Icacinaceae, [ 12 ] Lamiaceae, [ 13 ] Liliaceae, [ 14 ] Meliaceae, [ 15 ] Rhizophoraceae, [ 16 ] Sapindaceae, [ 17 ] Scapaniaceae, [ 18 ] Selaginellaceae, [ 19 ] Taxaceae, [ 20 ] Velloziaceae, [ 21 ] and Zingiberaceae. [ 22 ] Some of them exhibited significant anti‐inflammatory, [ 10 ] cytotoxic, [ 7 ] antiviral, [ 17 ] antimalarial, [ 15 ] and antibacterial activities. [ 12 ] Due to their structural complexity and intriguing bioactivity, total syntheses of dimeric diterpenoids have attracted increasing attentions in the past decade.…”

Euphorbiaditerpenoids: isolation, structure, bioactivity, biosynthesis, and synthesis (2013–2021)

“…Bisfischoids A and B ( 274 and 275 ) and fischdiabietane A ( 276 ) from E. fischeriana are three novel dimeric abietane diterpenoids, which may be formed via a [4 + 2] cycloaddition reaction between two monomers. 75,76 Fischernolides A–D ( 277–280 ) and fischeriana A ( 281 ) from the same plant are five novel phloroglucinol-abietane hybrids. 77–79 Their phloroglucinol biosynthetic precursor, 2,4-dihydroxy-6-methoxyacetophenone, was also obtained from the plant.…”

Biogenetic and biomimetic synthesis of natural bisditerpenoids: hypothesis and practices

“…Our group investigated the chemical constituents of Euphorbia fischeriana Steud., and discovered four ent -abietane-type bisditerpenoids 17–20 with a spirocyclic skeleton formed by DA cycloaddition. 28,29 Dimers 17 and 18 exhibited promising inhibitory effects on soluble epoxide hydrolase, a target of inflammation, with inhibition constants ( K i ) of 3.20 and 1.95 μM, respectively. Biseupyiheoid A ( 20 ), sharing a bicyclo[2.2.2]octane moiety, exerted antiproliferative activity via the induction of apoptosis in LoVo cells.…”